A new low band gap electrochromic polymer containing 2,5-bis-dithienyl-1H- pyrrole and 2,1,3-benzoselenadiazole moiety with high contrast ratio

Polymer

Volumn 52, Issue 25, 2011, Pages 5772-5779

  Baycan Koyuncu, Fatma ^a   Sefer, Emre ^a   Koyuncu, Sermet ^a   Ozdemir, Eyup ^a  

^a ÇANAKKALE ONSEKIZ MART UNIVERSITY   (Turkey)

Author keywords

2,5 bis dithienyl 1H pyrrole; Electrochromic materials; Low band gap polymer

Indexed keywords

ELECTROCHROMISM; LIGHT ABSORPTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POLYMER FILMS; SELENIUM COMPOUNDS; SEMICONDUCTING FILMS; THERMOGRAVIMETRIC ANALYSIS;

2 ,1 ,3-BENZOSELENADIAZOLE; 2,5-BIS-DITHIENYL-1H-PYRROLE; DEGRADATION TEMPERATURES; ELECTROCHROMIC MATERIALS; ELECTROCHROMIC PERFORMANCE; LOW BANDGAP POLYMERS; STRUCTURAL IDENTIFICATION; WEIGHT-AVERAGE MOLECULAR WEIGHT;

ENERGY GAP;

EID: 81555219357     PISSN: 00323861     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.polymer.2011.10.017     Document Type: Article

References (71)

1. C.K. Chiang, Y.W. Park, A.J. Heeger, H. Shirakawa, E.J. Louis, and A.G. MacDiarmid J Chem Phys 69 1978 5098 5104
2. T.A. Skotheim, and J.R. Reynolds Handbook of Conducting polymers 2006 CRC Pres-Taylor Francis
3. J. Roncali Chem Rev 97 1997 173 206
4. E.E. Havinga, W. Tenhoeve, and H. Wynberg Synth Met 55 1993 299 306
5. M.J. Cho, D.H. Choi, P.A. Sullivan, A.J.P. Akelaitis, and L.R. Dalton Prog Poly Sci 33 2008 1013 1058
6. A. Agrawal, and S.A. Jeneche Chem Matter 5 1993 633 640
7. A.B. Holmes, J.H. Burroughes, D.D.C. Bradley, A.R. Brown, R.N. Marks, K. MacKay, R.H. Friend, and P.L. Burn Nature 347 1990 539 541
8. L. Akcelrud Prog Polym Sci 28 2003 875 962
9. Y.J. Cheng, S.H. Yang, and C.S. Hsu Chem Rev 109 2009 5868 5923
10. A.C. Grimsdale, K.L. Chan, R.E. Martin, P.G. Jokisz, and A.B. Holmes Chem Rev 109 2009 897 1091
11. S. Chen, L. Deng, L. Peng, L. Xie, Q. Fan, and W. Huang Adv Mater 22 2010 5227 5239
12. A. Kraft, A.C. Grimsdale, and A.B. Holmes Angew Chem Int Ed 37 1998 202 428
13. G. Yu, J. Gao, J.C. Hummelen, F. Wudl, and A.J. Heeger Science 270 1995 1789 1791
14. L. Chen, D. Godovsky, O. Inganas, J.C. Hummelen, R.A.J. Janssen, M. Svensson, and M.R. Andersson Adv Mater 12 2000 1367 1370
15. A. Cravino, G. Zerza, M. Maggini, S. Buchella, M. Svensson, M.R. Andersson, H. Neugebauer, C.J. Brabec, and N.S. Sariciftci Monatshefte für Chemie 134 2003 519 527
16. K. Colladet, S. Fourier, T.J. Cleij, L. Lutsen, J. Gellan, D. Vanderzande, L.H. Nguyen, H. Neugebauer, N.S. Sariciftci, A. Aguierre, G. Janssen, and E. Goovaerts Macromolecules 40 2007 65 72
17. J.A. Microyannidis, M.M. Stylianakis, G.D. Sharma, P. Balraju, and M.S. Roy J Phys Chem C 113 2009 7904 7912
18. J.A. Mikroyannidis, A.N. Kabanakis, P. Balraju, and G.D. Sharma Macromolecules 43 2010 5544 5553
19. Q. Zhang, A. Cirpan, T.P. Russell, and T. Emrick Macromolecules 42 2009 1079 1082
20. Z. Li, Y. Zhang, S.-W. Tsang, J. Du, Y. Tao, and J. Ding J Phys Chem C 115 2011 18002 18009
21. M. Morana, P. Koers, C. Aldauf, M. Koppe, D. Muehlbacher, P. Denk, A. Scharber, D. Waller, and C. Brabec Adv Funct Mater 17 2007 3274 3283
22. R.D. Champion, K.-F. Cheng, C.-L. Pai, W.-C. Chen, and S.A. Jeneckhe Macromol Rapid Commun 26 2005 1835 1840
23. G. Sonmez, and H.B. Sonmez J Mater Chem 16 2006 2473 2477
24. S. Panero, P. Prosperi, B. Klaptse, and B. Scrosati Electrochim Acta 31 1986 1597 1600
25. K. Kaneto, K. Yoshino, and Y. Inuishi Jpn J Appl Phys Part 2 22 1983 567 568
26. T. Yamamoto J Chem Soc Chem Commun 4 1981 187 188
27. P.M. Beaujuge, and J.R. Reynolds Chem Rev 110 2010 268 320
28. C.M. Amb, A.L. Dyer, and J.R. Reynolds Chem Mater 23 2011 397 415
29. G. Sonmez, H.B. Sonmez, C.K.F. Shen, R.W. Jost, Y. Rubin, and F. Wudl Macromolecules 38 2005 669 675
30. I. Schwendeman Hickman, R. Hickman, G. Sonmez, P. Schottland, K. Zong, D.M. Welsh, and J.R. Reynolds Chem Mater 14 2002 3118 3122
31. A. Durmus, G.E. Gunbas, P. Camurlu, and L. Toppare Chem Commun 31 2007 3246 3248
32. G.S. Liou, S.H. Hsiao, N.K. Huang, and Y.L. Yang Macromolecules 39 2006 5337 5346
33. H.-M. Wang, S.H. Hsiao, G.S. Liou, and C.H. Sun J Poly Sci Part A Poly Chem 48 2010 4775 4789
34. X.-G. Li, H.-Y. Wang, and M.-G. Huang Macromolecules 40 2007 1489 1496
35. C.G. Granqvist Solid State Ionics 53 1992 479 489
36. C.G. Granqvist Electrochim Acta 44 1999 3005 3015
37. B. Reichman, Frf Fan, and A.J. Bard J. Electrochem Soc 127 1980 333 338
38. G. Sonmez, C.K.F. Shen, Y. Rubin, and F. Wudl Angew Chem Int Ed 43 2004 1498 1502
39. A. Durmus, G.E. Gunbas, P. Camurlu, and L. Toppare Chem Commun 2007 3246 3248
40. A. Cihaner, and F. Algi Adv Funct Mater 18 2008 3583 3589
41. M. Icli, M. Pamuk, F. Algi, A.M. Onal, and A. Cihaner Chem Mater 22 2010 4034 4044
42. J.P. Ferraris, and G.D. Skiles Polymer 28 1987 179 182
43. J.P. Ferraris, R.G. Andus, and D. Hrncir J Chem Soc: Chem Commun 18 1989 1318 1320
44. P.E. Just, K.I. Chane-Ching, and P.C. Lacaze Tetrahedron 58 2002 3467 3472
45. S. Koyuncu, O. Usluer, M. Can, S. Demic, S. Icli, and N.S. Sariciftci J Mater Chem 21 2011 2684 2693
46. S. Varis, M. Ak, I.M. Akhmedov, C. Tanyeli, and L. Toppare J Electroanal Chem 603 2007 8 14
47. S. Varis, M. Ak, I.C. Tanyeli, M. Akhmedov, and L. Toppare Solid State Sciences 8 2006 1477 1483
48. B. Yigitsoy, S. Varis, C.M. Tanyeli, I. Akhmedov, and L. Toppare Thin Solid Films 515 2007 3898 3904
49. A. Cihaner, and F. Algi Electrochim Acta 53 2008 2574 2579
50. A. Cihaner, and F. Algi Electrochim Acta 54 2008 665 670
51. A. Cihaner, and F. Algi Electrochim Acta 54 2008 786 792
52. A. Cihaner, and F. Algi Turk J Chem 33 2009 759
53. A. Cihaner, and F. Algi React Fuct Polym 69 2009 62
54. B. Bezgin, A. Yagan, and A.M. Önal J Electroanal Chem 632 2009 143
55. S. Koyuncu, C. Zafer, E. Sefer, F. Baycan Koyuncu, S. Demic, I. Kaya, E. Ozdemir, and S. Icli Synth Met 159 2009 2013 2021
56. E. Sefer, F. Baycan Koyuncu, E. Oguzhan, and S. Koyuncu J Polym Sci: Part A: Polym Chem 48 2010 4419 4427
57. V. Tamilavan, P. Sakthivel, M. Song, C.H. Kim, S.-H. Jin, and M.H. Hyun J Polym Sci: Part A: Polym Chem 48 2010 3169 3177
58. V. Tamilavan, M. Song, C.-H. Kim, S.-H. Jin, and M.H. Hyun J Polym Sci: Part A: Polym Chem 48 2010 5514 5521
59. V. Tamilavan, M. Song, C.-H. Kim, S.-H. Jin, and M.H. Hyun Polymer 52 2011 2384 2390
60. L.F. Schweiger, K.S. Ryder, D.G. Morris, A. Glidle, and J.M. Cooper J Mater Chem 10 2000 107 114
61. T. Yasuda, T. Imase, and T. Yamamoto Macromolecules 38 2005 7378 7385
62. J. Luo, Q. Hou, J. Chen, and Y. Cao Synth Met 156 2000 470 475
63. X. Li, W. Zeng, Y. Zhang, Q. Hou, W. Yang, and Y. Cao Eur Polym J 41 2000 2923 2933
64. G. Yu, Y. Yang, Y. Cao, Q. Pei, C. Zhang, and A.J. Heeger Chem Phys Lett 259 1996 465 468
65. A.O. Patil, A.J. Heeger, and F. Wudl Chem Rev 88 1988 183 200
66. C.K. Chiang, M.A. Druy, S.C. Gau, A.J. Heeger, E.J. Louis, A.G. MacDiarmid, Y.W. Park, and H.J. Shirakawa Am Chem Soc 100 1978 1013 1015
67. X.-G. Li, J. Li, Q.-K. Meng, and M.-R. Huang J Phys Chem B 113 2009 9718 9727
68. F. Wudl, F.H. Meng, and G. Sonmez Chem Mater 16 2004 574 580
69. W. Kaim, and J. Fiedler Chem Soc Rev 38 2009 3373 3382
70. B. Sankaran, and J.R. Reynolds Macromolecules 30 1997 2582 2588
71. B.C. Thompson, P. Schottland, G. Sonmez, and J.R. Reynolds Synth Met 119 2001 333 334